WordPress under IIS, I can either have permalinks or images

I’m using the latest WordPress version (3.4.2) on IIS 7.0 (Windows 2008R2).

Everything works lovely apart of the redirects rules on web.config.

When setting permalinks, I get the <rule> that should be added to the configuration file, but using that, I can only have permalinks to pages. All normal images (I can see all generated thumbnails from the uploaded images) I can’t have access to: 500 Error. As well the other way around, I will get a 404 Error but I will see all original images.

I have written 2 rules, each one serves it’s propose well, but I can’t figure it out how to have both running.

<rewrite>
  <rules>
    <rule name="wordpress-images" patternSyntax="Wildcard" stopProcessing="true">
      <match url="https://mitivo.gavekortet.dk/wp-content/uploads/*.*" />
      <conditions>
        <add input="{REQUEST_FILENAME}" matchType="IsFile" negate="true" />
        <add input="{REQUEST_FILENAME}" matchType="IsDirectory" negate="true" />
      </conditions>
      <action type="Rewrite" url="index.php/{R:0}" />
    </rule>

    <rule name="wordpress-links" patternSyntax="Wildcard" stopProcessing="true">
      <match url="*" />
        <conditions>
          <add input="{REQUEST_FILENAME}" matchType="IsFile" negate="true" />
          <add input="{REQUEST_FILENAME}" matchType="IsDirectory" negate="true" />
        </conditions>
        <action type="Rewrite" url="index.php/" />
      </rule>
    </rules>
</rewrite>

If I delete wordpress-images rule, I can normally access any page like www.domain.com/my-page-name

If I delete wordpress-links rule, I can see and point any image to the original uploaded file, and it even shows in the Media Editor.

But I need them both running… any idea what it’s going on?

site is been hosted on https://mitivo.gavekortet.dk